West Simsbury holiday lettings

We found 124 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in West Simsbury that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

The historical city of West Simsbury awaits you

Enjoy the history and other features of West Simsbury. This city's football games, hiking and forests draw many visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in West Simsbury

Are you searching for attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes West Simsbury a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Flamig Farm (1.2 mi / 1.9 km)
  • Talcott Mountain State Park (4 mi / 6.4 km)
  • Ski Sundown (5.1 mi / 8.2 km)
  • Gillette Ridge Golf Course (6.6 mi / 10.6 km)
  • Connecticut Valley Winery (11.7 mi / 18.9 km)
  • Cabela's (14.1 mi / 22.7 km)

Exploring the natural features in West Simsbury

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in West Simsbury. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Farmington River (4.9 mi / 7.9 km)
  • Satan's Kingdom State Recreation Area (6.1 mi / 9.8 km)
  • Buckingham Road Recreation Area (7.1 mi / 11.5 km)
  • Northwest Park (7.5 mi / 12 km)
  • Winding Trails (8.8 mi / 14.2 km)
  • Elizabeth Park (9.4 mi / 15.2 km)

Travelling to and around West Simsbury

The nearest airport is in Hartford, CT (BDL-Bradley Intl.), located 8.9 mi (14.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Westfield, MA (BAF-Barnes Municipal), which is 21.2 mi (34.1 km) away.

Frequently asked questions

What is the best area to stay in West Simsbury when booking a holiday rental?
When considering a holiday rental in West Simsbury, one of the most appealing areas to stay is near the picturesque Simsbury Town Centre. This charming neighbourhood offers a delightful mix of local shops, restaurants, and cafes, making it a convenient base for exploring the region. Staying here, you'll find easy access to attractions such as the historic Simsbury Free Library and the beautiful Simsbury Meadows, where you can enjoy outdoor activities and events in a scenic setting.

Another lovely option is the area surrounding the Farmington River, which is superb for nature enthusiasts. This picturesque location provides opportunities for kayaking, fishing, and hiking along the river trails. The nearby Talcott Mountain State Park is also a highlight, offering stunning views from the Heublein Tower, a must-visit for those who enjoy a bit of adventure.
How much does it cost to rent a holiday home in West Simsbury?
Prices for holiday rentals in West Simsbury vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in West Simsbury to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for West Simsbury holiday house rentals?
You can find great discounts on house rentals in West Simsbury on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in West Simsbury?
A long-stay holiday rental in West Simsbury is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any West Simsbury holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in West Simsbury with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in West Simsbury?
In West Simsbury, there is a range of holiday rentals available, but specific popular amenities are not widely reported. However, travellers can typically expect properties to include basic conveniences such as kitchens for self-catering, comfortable living areas, and outdoor spaces that may feature patios or gardens. The area's charm lies in its serene surroundings, offering a peaceful retreat for those looking to explore the picturesque landscapes and local attractions.
How early should I book a West Simsbury holiday rental?
Book your West Simsbury holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my West Simsbury home rental booking on Vrbo?
To find West Simsbury holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the West Simsbury holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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